Document Detail


Synthesis of Copper(I) Thiolate Complexes in the Thioetherification of Aryl Halides.
MedLine Citation:
PMID:  23316098     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
The copper(I) thiophenolato complexes 1-3 containing 1,10-phenanthroline (phen) and 2,9-dimethyl-1,10-phenanthroline (Me(2)phen) were isolated in excellent yields from reactions of [CuOtBu](4) with the dative ligands and subsequent addition of 1 equiv of arylthiol and characterized spectroscopically. X-ray structural analysis of a single crystal of [(phen)Cu(µ-SC(6)H(5))](2) (1) revealed that this complex adopts a neutral dimeric form with a weak Cu-Cu bonding interaction. These complexes were found to react with iodoarenes to form aryl sulfide products. The intermediacy of such complexes in copper-catalyzed thioetherification of aryl halides was demonstrated by the reactivity with p-tolyl iodide and o-tolyl iodide to form two aryl thioethers with selectivities similar to those of catalytic reactions conducted with the same two iodoarenes.
Authors:
Chaohuang Chen; Zhiqiang Weng; John F Hartwig
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-10-4
Journal Detail:
Title:  Organometallics     Volume:  31     ISSN:  0276-7333     ISO Abbreviation:  Organometallics     Publication Date:  2012 Nov 
Date Detail:
Created Date:  2013-1-14     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9881295     Medline TA:  Organometallics     Country:  -    
Other Details:
Languages:  ENG     Pagination:  8031-8037     Citation Subset:  -    
Affiliation:
Department of Chemistry, Fuzhou University, Fujian 350108, China.
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